Реакция #595370

ord-41752e8eda6a478d996396309c9f08f6

Уравнение реакции

Cc1cc(C(=O)O)c(F)cc1Br
4-bromo-2-fluoro-5-methylbenzoic acid
O=S(Cl)Cl
SOCl2
CO
CH3OH
COC(=O)c1cc(C)c(Br)cc1F
title compound
COC(=O)c1cc(C)c(Br)cc1F
methyl 4-bromo-2-fluoro-5-methylbenzoate

Реагенты

Нет

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe solvent was removed in vacuo
  2. 2
    workup.ADDITIONthe residue was diluted with EtOAc
  3. 3
    Промывкаwashed with H2O, brine
  4. 4
    Сушкаdried over anhydrous Na2SO4
  5. 5
    Концентрированиеconcentrated
  6. 6
    ПромывкаThe resulting crude solid was washed with PE

Методика

To a solution of 4-bromo-2-fluoro-5-methylbenzoic acid (i-2a) (1.87 g, 8 mmol) in CH3OH (50 mL) at 0° C. was added SOCl2 (6 mL, 80 mmol) dropwise. Then the mixture was heated to 80° C. for 2 h. The solvent was removed in vacuo and the residue was diluted with EtOAc and washed with H2O, brine, dried over anhydrous Na2SO4, and concentrated. The resulting crude solid was washed with PE to give the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 7.80 (1H, d), 7.37 (1H, d), 3.92 (3H, s), 2.39 (3H, s).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09095583B2uspto-grants-2015_08